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420 listings
- Price Drop$18,894great price$3,413 below market
- 91,901 miles
- No accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- Zeigler Honda of Racine (60 mi away)
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Located in Mount Pleasant, WI / 60 miles away from Chicago, IL
CLEAN CARFAX!Priced below KBB Fair Purchase Price!NAVIGATION, APPLE CARPLAY, ANDROID AUTO, BLIND SPOT MONITOR, REMOTE START, PANORAMIC ROOF, PAR...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG3MH550030
Stock: P12247A
Certified Pre-Owned: No
Listed since: 03-11-2025 - Price Drop$18,700good price$2,661 below market
- 90,243 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Napleton's River Oaks Chrysler Dodge Jeep Ram (21 mi away)
- Home delivery*
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Located in Lansing, IL / 21 miles away from Chicago, IL
2021 Chrysler 300 S 3.6L V6 24V VVT RWD Bright White Clearcoat 1-Year SiriusXM Guardian Trial, 2-Piece Shark Fin Antenna, 4-Wheel Disc Brakes, 4G LTE ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG5MH589153
Stock: D240431A
Certified Pre-Owned: No
Listed since: 04-04-2025 - $27,590fair price$71 below market
- 16,072 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Carvana - Chicago (41 mi away)
- Home delivery*
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Located in Chicago, IL / 41 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG2MH538226
Stock: 2003568004
Certified Pre-Owned: No
Listed since: 03-14-2025 - $21,600good price$1,514 below market
- 78,935 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Napleton's River Oaks Chrysler Dodge Jeep Ram (21 mi away)
- Home delivery*
Close
Located in Lansing, IL / 21 miles away from Chicago, IL
2021 Chrysler 300 S 3.6L V6 24V VVT RWD Granite Crystal Metallic Clearcoat Quick Order Package 2EG, 1-Year SiriusXM Guardian Trial, 2-Piece Shark Fin ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG4MH585384
Stock: J240404A
Certified Pre-Owned: No
Listed since: 02-04-2025 - New Listing$22,998good price$1,681 below market
- 42,352 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- CarMax Milwaukee (90 mi away)
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Located in Milwaukee, WI / 90 miles away from Chicago, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG3MH601298
Stock: 26471124
Certified Pre-Owned: No - $21,360good price$1,703 below market
- 70,585 miles
- 2 accidents, 2 owners, personal use only
- 6cyl automatic
- S & H Auto Sales Elkhart (86 mi away)
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Located in Elkhart, IN / 86 miles away from Chicago, IL
Check out this SHARP 2021 Chrysler 300 S RWD in the RARE "Canyon Sunset"! Leather, Heated Front Seats, Alpine Sound System and more in this NICE V6 S...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG3MH529243
Stock: E529243
Certified Pre-Owned: No
Listed since: 01-27-2025 - Price Drop$19,391fair price$319 above market
- 109,618 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 6cyl automatic
- S & H Auto Sales Goshen (91 mi away)
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Located in Elkhart, IN / 91 miles away from Chicago, IL
Just arrived! This comfortable 2021 Chrysler 300 Touring AWD is ready to go! Leather, Heated Front Seats, Remote Start, UConnect, LED Tail Lights an...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARG3MH526378
Stock: G526378
Certified Pre-Owned: No
Listed since: 03-28-2025 - $22,786great price$2,966 below market
- 59,325 miles
- No accidents, 1 owner, rental vehicle
- 6cyl automatic
- Fieldhouse Ford (53 mi away)
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Located in Demotte, IN / 53 miles away from Chicago, IL
Apple CARPLAY/Android Auto, MOONROOF, BLIND SPOT & Cross Path Detection, 9 Speaker PREMIUM ALPINE SOUND SYSTEM, Front fog lights, Garage door transmit...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG8NH232650
Stock: CHYP0899
Certified Pre-Owned: No
Listed since: 02-18-2025 - New Listing$22,081great price$2,630 below market
- 56,909 miles
- No accidents, 1 owner, corporate fleet vehicle
- 6cyl automatic
- Zeigler Cadillac of Lincolnwood (11 mi away)
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Located in Lincolnwood, IL / 11 miles away from Chicago, IL
Recent Arrival! 2022 Chrysler 300 Touring Bright White Clearcoat BACKUP CAMERA*, BLUETOOTH w/MUSIC STREAMING*, BACKUP CAMERA, SAVE BIG!!!, NATIONWIDE ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCADG5NH232862
Stock: P4461
Certified Pre-Owned: No
Listed since: 04-24-2025 - $18,468good price$2,058 below market
- 76,273 miles
- No accidents, 1 owner, corporate fleet vehicle
- 6cyl automatic
- Zeigler Cadillac of Lincolnwood (11 mi away)
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Located in Lincolnwood, IL / 11 miles away from Chicago, IL
New Price! Recent Arrival! 2020 Chrysler 300 Limited Bright White Clearcoat NAVIGATION w/BACKUP CAMERA*, BACKUP CAMERA*, BLUETOOTH w/MUSIC STREAMING*,...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAEG1LH141843
Stock: P4408
Certified Pre-Owned: No
Listed since: 03-05-2025 - $23,700fair price$830 below market
- 17,765 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Zeigler Chrysler Dodge Jeep Ram of Schaumburg (26 mi away)
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Located in Schaumburg, IL / 26 miles away from Chicago, IL
Recent Arrival! CARFAX One-Owner. 2020 Chrysler 300 Touring RWD Granite Crystal Metallic Clearcoat19/30 City/Highway MPG Odometer is 39828 miles below...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG7LH112174
Stock: 250092A
Certified Pre-Owned: Yes
Listed since: 04-03-2025 - Price Drop$22,990good price$1,822 below market
- 63,148 miles
- No accidents, 1 owner, rental vehicle
- 6cyl automatic
- Carvana - Chicago (41 mi away)
- Home delivery*
Close
Located in Chicago, IL / 41 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG6NH249155
Stock: 2003637528
Certified Pre-Owned: No
Listed since: 04-07-2025 - Price Drop$22,054good price$944 below market
- 43,871 miles
- No accidents, 1 owner, corporate fleet vehicle
- 6cyl automatic
- Zeigler Honda of Racine (60 mi away)
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Located in Mount Pleasant, WI / 60 miles away from Chicago, IL
1 OWNER CLEAN CARFAX!Priced below KBB Fair Purchase Price!APPLE CARPLAY, ANDROID AUTO, PARKING SENSORS, BACKUP CAMERA, KEYLESS ENTRY, BLUETOOTH,...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG8NH245500
Stock: P12061
Certified Pre-Owned: No
Listed since: 01-09-2025 - $22,410fair price$363 below market
- 57,145 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Zeigler Cadillac of Lincolnwood (11 mi away)
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Located in Lincolnwood, IL / 11 miles away from Chicago, IL
Recent Arrival! 2020 Chrysler 300 Touring Velvet Red Pearlcoat BACKUP CAMERA, SAVE BIG!!!, NATIONWIDE SHIPPING AVAILABLE!!!, BLUETOOTH, LOW FINANCING ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARG9LH233731
Stock: C24136A
Certified Pre-Owned: No
Listed since: 03-29-2025 - $24,753fair price$848 above market
- 53,026 miles
- No accidents, 1 owner, rental vehicle
- 6cyl automatic
- Driveway (83 mi away)
- Home delivery*
Close
Located in Waukesha,, WI / 83 miles away from Chicago, IL
CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,WiFi Hotspot,4-Wheel Disc Brakes,8-Speed A/T,A/C,A/T,ABS,Adjustable...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARG5NH241621
Stock: NH241621P
Certified Pre-Owned: No - Price Drop$26,895great price$3,471 below market
- 13,200 miles
- No accidents, 1 owner, corporate fleet vehicle
- 6cyl automatic
- Napleton's Arlington Heights Chrysler Jeep Dodge Ram (26 mi away)
- Home delivery*
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Located in Arlington Heights, IL / 26 miles away from Chicago, IL
2023 Chrysler 300 S Silver Mist Clearcoat * ONE OWNER CLEAN CARFAX *Alpine Speakers System with Surround Sound, Apple CarPlay/Android Auto, Automatic ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG3PH637124
Stock: PM7164
Certified Pre-Owned: No
Listed since: 03-20-2025 - Not Priced
- 14,677 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- River Front Chrysler Jeep Dodge Ram (39 mi away)
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Located in North Aurora, IL / 39 miles away from Chicago, IL
Gloss Black 2022 Chrysler 300 TouringRWD 3.6L V6 24V VVTOur mission is to earn the customer's loyalty by delivering sales and services experiences...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCADG5NH170914
Stock: R7786
Certified Pre-Owned: No
Listed since: 04-17-2025 - $28,495great price$4,585 below market
- 31,603 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- Napleton Chevrolet St. Charles (34 mi away)
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Located in Saint Charles, IL / 34 miles away from Chicago, IL
The Napleton Auto Group promotes a no pressure buying experience that puts the customer in charge of the buying process, and for over 80 years, the Na...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCASG3PH628519
Stock: P488
Certified Pre-Owned: No
Listed since: 02-06-2025 - Price Drop$17,496great price$4,520 below market
- 78,387 miles
- 2 accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
Close
Located in Bend, OR / 1,695 miles away from Chicago, IL
Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Premium Sound,Remote Start,S...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG4MH506960
Stock: MH506960A
Certified Pre-Owned: No - $25,035great price$2,571 below market
- 36,813 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- RubyCar - Chicago (27 mi away)
- Free home delivery*
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Located in Matteson, IL / 27 miles away from Chicago, IL
Priced below KBB Fair Purchase Price! CARFAX One-Owner. Clean CARFAX. RubyCar by Avis is a national online retailer that allows you to shop thousands ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG4PH609106
Stock: 52325162
Certified Pre-Owned: No
Listed since: 09-25-2024 - $26,999good price$1,750 below market
- 26,518 miles
- No accidents, 1 owner, corporate fleet vehicle
- 6cyl automatic
- Ed Napleton's Kia Of Elmhurst (17 mi away)
- Home delivery*
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Located in Elmhurst, IL / 17 miles away from Chicago, IL
CARFAX One-Owner. 2023 Chrysler 300 S RWD Bright White Clearcoat.Apple CarPlay/Android Auto, Blind Spot & Cross Path Detection, Front dual zone A/C, H...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG6PH633388
Stock: PKC15524
Certified Pre-Owned: No
Listed since: 03-14-2025
Showing 1 - 21 out of 420 listings
Consumer Reviews for the Chrysler 300
Read recent reviews for the Chrysler 300
Best car for the dollar!
Jacob, 03/27/2019
2019 Chrysler 300 C 4dr Sedan (5.7L 8cyl 8A)
Dollar for dollar there is no better!!! Came from an S -Class, while the 300 is down a rung or two from that , I only paid a third of the price. 33% of the price for 80% of the experience is a WIN-WIN for the 300C. 300 and Hemi never stop pleasing!
UPDATE - 3 years later and still great! Buy one while you still can!
Used 2021 Chrysler 300 in Chicago, IL Values
Estimated values
2021 Chrysler 300 S 4dr Sedan (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $19,479 | $21,998 | $24,541 |
| Clean | $19,063 | $21,488 | $23,930 |
| Average | $18,369 | $20,640 | $22,911 |
| Rough | $17,468 | $19,537 | $21,587 |
The average list price of a used 2021 Chrysler 300 in Chicago, Illinois is $22,735. The average mileage on a used Chrysler 300 2021 for sale in Chicago, Illinois is 53,732. Based on the average mileage of 53,732 for used 2021 Chrysler 300 for sale in Chicago, IL and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Chrysler 300 2021 in Chicago, Illinois to be $18,369.
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